4.5 Article

Synthesis of novel D-?-galactopyranosyl-L-seryl/L-threonyl-L-alanyl-L-alanine as useful precursors of new glycopeptide antibiotics with computational calculations studies

Journal

CARBOHYDRATE RESEARCH
Volume 514, Issue -, Pages -

Publisher

ELSEVIER SCI LTD
DOI: 10.1016/j.carres.2022.108546

Keywords

N -Boc-protected amino acids esters; Peptide mimetic; Glycopeptide derivatives; Theoretical investigation

Funding

  1. Alexander von Humboldt-Fellowship

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This study presents new and simple synthetic routes for the preparation of novel glycopeptide antibiotics. The structures of the synthesized compounds are elucidated through IR, two-dimensional NMR spectroscopy, and mass spectrometry. The stability of the new glycopeptide derivatives is confirmed through various assessments, and DFT calculations are used to investigate the target precursors.
New, simple, synthetic routes for the preparation of novel glycopeptide antibiotics are described. The structures of the synthesized compounds are elucidated by IR, two-dimensional NMR spectroscopy, and mass spectrometry. The stability of the new glycopeptide derivatives 10a,b is confirmed by assessing the physical character, HOMOLUMO gap energy, ESP, and the corresponding correlation of 2D-NMR analysis. Furtherly, the target precursors are investigated via the DFT/B3LYP/6-311(G) basis set.

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